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The Best Job Ever Part 7. [M/F] | 2016
For anyone wanting to catch the previous parts here is Part 1 and Part 2 and Part 3 and Part 4 and Part 5 and Part 6
Sorry for the delay in posting a new part. I've been back in the UK for the last couple of weeks for Christmas and just got back to NY this morning. Part 6 was definitely a low point for me, but sadly not the lowest. That will likely come in part 8, depending upon how much detail I decide to go into during the post.
Here are the key players, as before, names have been altered as there are still things taking place at this point.
Me: Micheal, Mike or Mick (whatever you want, I don't care). I'm 29 (at this point, actually 32 now) 5'11" and very very black. Originally English, but now living in the US.
My Boss: Rob, a fairly typical old money rich jewish guy living in Nassau County, LI.
My Bosses Wife: Marilynn, 42 years old at this point, Blonde, blue eyes, very curvy, a good solid C cup (fake, but still fucking great). A true bored Jewish housewife.
My Bosses Eldest Daughter: Paige, 20 years old, 5'7", around 110lbs, Blonde, Blue eyes like her mother. College dropout and a health nut, very trim and in perfect shape, a solid B.
My Bosses Middle Daughter: Lindsey, 18 years old, 5'1", Jet Black dyed hair, bit of an emo kid, about 115lbs, nicely curvy in all the right areas.
My Bosses Youngest Daughter: Mehgan, 15 years old.... I ain't no Pedophile, enough said.
My Bosses Brother: Dan, The President and owner of the company.
So at the end of Part 6, for those who forgot as it's been a while, Marilynn had moved on, Paige was dating her ex-bf again and I had, perhaps deservedly so, been left out in the cold. In the days following the party I kept getting very suggestive texts from Lindsey, she was really determined to make things happen between us after the events at the party (see Part 6 for more on that). I'd honestly not been interested in her as she was Paige's kid sister and I was 11 years older than her. I'd be lying though if I said that I wasn't impressed by the texts and emails that she was sending me. It's also worth noting, that after the events with Paige, I had gone back to drinking, not excessively, but I was definitely partaking of alcohol again. By the end of October my friend was taking me out to parties that he was invited to and I always went along, it often resulted in me getting some pussy which took my mind off of everything with Paige, I certainly wasn't over her, but it didn't stop me from banging everything with a pulse to try and get over her. They were always somewhat drunken, or high (yeah I was smoking it up pretty regularly too at this point) but always young, tight and very willing. One thing that I learned very quickly was that the White Jewish girls of LI love a Black man with an accent, there again so did the Spanish girls too. One of my proudest conquests was a 19 year old Domican girl, Jasmin. She didn't have the prettiest face, from what I recall, but she had an absolutely slammin' hispanic body (little thick, very curvy and an absolutely perfect ass). We wound up hooking up at a party, she was wearing these tight little pants that hugged her ass perfectly and paired that with a little G-String and finished it off with a waistcoat style jacket that framed her tits perfectly. As soon as my friend introduced us I knew that I wanted to hit that. She gave me that polite smile and held her hand out to me in a very formal way, but her eyes told a different story. 2 drinks and about 45 minutes later we we're in an upstairs room. There was very little foreplay as we'd been getting pretty touchy-feely in the lead up to it. As soon as we got into the room she got on her knees and kept saying things to me in spanish, which was something that was a huge turn on for me. She sucked me off until I was nice and hard, then pulled down her pants around her knees and presented herself to me doggy style. As I'd been fucking around a little more I'd begun carrying condoms with me to all parties, so I simply rolled one on and went to town. She was a medium groaner, not too loud but also not a cold fish either. Her pussy was pretty tight, but nowhere near as tight as Paige. Even hotter was that as I was wearing the condom she let me nut whilst still inside her. She also had the dubious pleasure of being the first woman to allow me to fuck her in the ass (something that I'd been trying to introduce with Paige, but never getting far enough to do it), not at the party but a few days later. She came over to my friends place after sending me a text message proposition. I'd had a shit day at work and she offered to come over and take everything away, and my god did she. She let me fuck her in the ass bare and, holy shit, I've never felt so fucking good and don't think that I've ever cum so hard either, I mean I filled that fucking ass up.
My friend told me that there was a huge party coming up for Halloween and that both he and I had been invited. I asked Jasmin if she wanted to come, but she was already going to another party with some friends, plus we'd agreed to keep it on the casual side, so it wasn't like we were actively dating or anything. In the end I wound up going with him, without a date and it was perhaps the most interesting choice that I could have made. In the days leading up to the party Lindsey began another onslaught of texts, the first to tell me that Paige and her BF had got engaged, she told me that she was sorry to be the one to tell me, but that she felt that I had to know. This hit me pretty hard, but I vowed to make the most of the Halloween party and really paint the fucking town red. She also made sure to let me know that she was going to the party (my friend ran in the same circles as a couple of her older friends). She told me that she was going to be going as Harley Quinn from Batman Arkham Asylum and that she had been working on the costume for a fair while. I hadn't actually planned a costume, so I improvised and told her that I was going to Will Smith from Men In Black (I owned a suit and I was Black, so it made it very easy). As expected she didn't really seem that impressed, but honestly I didn't give a shit.
When the party came around it was off the fucking hook, I wound up not going in costume, just normally. Lindsey had told me to keep an eye out for her and I really wanted to see the costume she had (I was a big fan of the Batman games, and loved the Harley outfit in that game). She had it down pretty well, not perfect but nice. She'd paired a red corset with a little white button down shirt that she'd cut off just under the breasts, a white mini skirt (with a little red and black underskirt beneath it) and then black thigh high boots. She looked fucking amazing, the corset pushed her tits up quite nicely and gave her a fantastic rack. She'd dyed a red streak into her black hair and put it up in pigtails that really gave me bad thoughts. For the first time since I'd met Lindsey, I actually wanted to fuck her. She wore the look with so much confidence that it alone was a turn on. When she saw me she smiled and motioned me over. She gave me a drink and threw my arm around her waist as she chatted with the other people. We spent the night hanging out together, getting gradually drunker as the alcohol flowed freely. By midnight I was very nicely buzzed and she had broken out of the blunts, so we were getting high in a group and bullshitting. She kept putting her arms around me and flirting very giggly, asking me if I felt that she looked good. Of course I told her that she looked fucking fine, I wasn't going to bullshit her on this night.
At some point after midnight she brought out the harder stuff. I'd NEVER done coke in my life, but I was high, buzzed and being presented with free coke by a cute little white girl at a party. I didn't think twice, she told me to follow her and her friend to the bathroom, so I did. As Rick James so clearly said on the Chapelle Show "Cocaine's a hell of a drug." To this day, I don't remember a lot about the events that came afterward. However I do know that I wound up fucking Lindsey whilst high on coke. I know this simply because she was in my bed the following day when I woke up, clothing was everywhere and we had a couple of used condoms thrown on the floor. To make matters worse, I was late up and was therefore late for work, in the end I called in sick as I had a much better offer come up. In all of the times previously I'd never considered Lindsey as someone that I wanted to fuck, but after Halloween things we're obviously very different. Given, I had no memory of actually fucking her, but she was still naked in my bed. When I woke up she was still asleep, but I had to check her out. She was laid facing away from me, so all I could see was her ass, but I felt my dick making it's forward climb. I knew that I was going to be in trouble anyway as I'd already fucked her at least twice, so I just figured that I might as well at least remember it. I laid in bed stroking my cock behind her for a few moments until I was a little harder. Then I slide up behind her, I grabbed at her tits a couple of times before beginning to rub her pussy. I felt her body responding even as she slept, she kept letting out these little groans and sighs, her legs un-tensed a little and she started to get wet, she woke up when I slide a couple of fingers up into her. I felt her hand reach back, grabbing at my cock with a pleasant groan. Wordlessly she gave it a tug, pulling me a little closer whilst pushing her ass back. No words we're spoken between us as I entered her, we fucked pretty energetically for what felt like a long while, the only words being spoken between us were just absolute filth. After the events with Marilynn I'd become a lot more dominant and Lindsey was a pure sub if I'd ever met one. I wrapped my arms around her and choked her a little as I fucked her. She just took it, every single thing that I did to her, which I personally found to be the hottest thing about the entire hook up. When she came she got super tight and pretty sensitive, but she kept begging me to fuck her harder and harder and obviously I obliged. We kept going for a little longer, her overall tightness began to have the obvious effects on me and before too long I was at the point of no return myself, She reached behind her and grabbed my balls as I was getting ready to unload, a move which both stunned and finished me off at the same time (I had been planning on pulling out). I absolutely filled Lindsey up and kept pumping into her until I finished off every last drop. We laid there, still "attached", for a few minutes until I felt myself starting to go back down. During which time she still kept rolling her hips just a little bit (something which felt amazing on my now super sensitive cock). Afterward she slid herself off and made a bee-line for the bathroom to clean up. I spent the time whilst she was in there trying to process exactly what the hell was happening (didn't have much success then and still don't have now to be completely honest). All I knew was that she was pretty cute and a hell of a lay, yeah she reminded me of Paige but I wasn't looking at her like a kid sister anymore. By the time she returned from the bathroom I'd decided to stop over-thinking things and just let shit fly.
And fly it most certainly did, we smoked up another blunt and then wound up fucking again. Unashamedly I asked her to put the costume back on too, which she completely obliged on, and I nailed her whilst she wore it (So fucking hot if truth be told, she even did a pretty good "Slut Harley" impression to go with it). This practice continued for a good majority of the day. We'd fuck, then get high post-coitus, then fuck some more, then get something to eat, then either fuck again or take a bit of a snooze before waking up and repeating the cycle again. By the time she finally left it was already pretty late in the day and we'd probably fucked each other 4 or 5 times throughout the morning and afternoon, I was still high as fuck when she left so I decided to order some food, my friend got in from work not too long after i placed the order so I called in for some more and we smoked up another between the two of us and then feasted like kings on Chinese food.
I kept getting texts from Lindsey during the evening, telling me how her pussy hurt good and how she couldn't wait to hook up again, we even wound up doing some "sexting" for a while (I'll admit the girl had a way with words that could get a guy really hard). I had to go to work the next day, so I eventually let myself come down from the high that I'd been riding almost all day and cleaned my shit up a bit, just before I settled down for a shower Lindsey sent me a picture of herself, naked from the waist down fingering herself standing in front of a mirror. I had to admit, this girl was certainly fun to be around and did a lot of unexpected shit. We wound up sexting again for about 20 minutes whilst she got herself off, afterward she text me thanking me for an awesome day and told me that she wanted to see me again soon. I simply replied with a "sure" and then hit the sack myself.
The next day at work was pretty rough, I was tired as shit and didn't really feel like doing anything at all. I ended up texting Lindsey for a bit during the day, she was telling me how horny she was feeling, we agreed to meet up later and she told me she would meet me at my place. Everyone was celebrating the "joyous" news of Paige's engagement, which had just been made public. Of course, I just steered clear of the whole thing. I also tried to avoid Rob as much as possible, as I didn't want to face questions about yesterday (especially as I was nailing his second born all day). Eventually it came time for me to go home, so I did. By the time I got home plans were in place, Lindsey was going to pick me up and we'd go somewhere for a drink. I had just enough time to get home, get changed and have a sandwich before she turned up (in Daddy's escalade no less). We ended up skipping out on the drink and took the Escalade out East a little ways and parked up somewhere quiet, she'd got some more coke with her so we did a line or two each and then fucked in the back of the Escalade. It should be noted that, prior to getting involved with Lindsey in any way/shape or form, the hardest drugs that I had taken was weed. But this girl was intoxicating to be around and made me want to take this shit just to keep up with her. Afterward we cleaned up as best we could and she drove me back to my friends place (a bad decision in that would ultimately wind up being a history of bad decisions). After she dropped me off she headed home herself.
I got a text from her the following morning, it seemed that she had run a red on her way home and got caught by the Po Po. They took one look at her and dragged her off to the police station for DUI. Apparently she was grounded and Rob was pissed beyond belief. She wouldn't be able to sneak out to come see me either as he had taken her driving privileges away by locking the keys to the escalade in his bedroom safe. The chances are it was going to be a very "dry" November with regards to pussy. As it turned out I couldn't have been more wrong. Jasmin gave me a call over the next weekend, told me quite simply that she really needed some BBC and wanted to know if I was interested (does a cat lick it's own asshole? Of course I was).
She told me that she would come by on Saturday afternoon as she was going out to a party on Saturday night, that I was welcome to come if I wanted to and that I'd be guaranteed to be getting laid. As it turned out, she was a woman of her word, after a couple of hours at the party we found an empty room (it had already been used a couple of times given the half sandbagged cups strewn around the room and used condoms thrown in the trash) and we went to town. Again she let me tap that ass, however this time I had to cum on her back if I wanted to go bare in her ass as she couldn't clean up here. Just before I was about to nut we got interrupted by a couple looking for an empty room. (no tacky shit like they came and joined in or anything like that. The dude just gave me a thumbs up and left), neither me nor Jasmin really cared, she seemed like she was a bit of an exhibitionist and I was currently buried in her ass, so short of cutting my dick off I wasn't stopping for no one. After we finished up we headed back down and continued with the party as normal, ultimately she ended up leaving with another guy and I hooked up with a cute little Asian girl who ultimately came back to my place for the night. Her name was Teri and, unfortunately for me as it turned out, she ran in the same circles as Lindsey and they had a mutual friend, but that is, as they say, another story for another day.
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